The Best Hotels with a Pool in Western Massachusetts, MA from ₩146,578 in 2026

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Our top choices for Western Massachusetts hotels with a pool

An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.

A modern bathroom with a large mirror, a sink, a toilet, and a towel rack.

A hotel room with a bed, a desk with a phone, a sofa with cushions, a red ottoman, a kitchenette with a microwave, and a painting on the wall.

A hotel room with a bed, desk, chair, and a TV.

1. Comfort Inn & Suites Hadley - Amherst

Hadley

Dive into this hotel's year-round swimming paradise with an invigorating indoor pool experience.

₩152,167

₩169,970 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

2. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Dive into luxury with an indoor pool sanctuary that's open from dawn to dusk in this centrally located urban retreat.

₩190,408

₩212,686 total

includes taxes & fees

Nov 9 - Nov 10

An indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

3. Homewood Suites by Hilton Hadley Amherst

Hadley

Clean, modern hotel near UMass Amherst offers refreshing relaxation with an indoor pool.

₩194,583

₩217,350 total

includes taxes & fees

Nov 17 - Nov 18

A hotel with a swimming pool, multiple balconies, and lounge chairs.

A modern bar area with leather seating, chandeliers, and a bar counter.

A modern bathroom with a white subway tile backsplash, a large mirror, a white sink, and a black-framed shower enclosure.

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

4. MGM Springfield

Metro Center

Soak up summer sun at this vibrant hotel's seasonal outdoor pool featuring comfortable loungers and serene pool deck.

₩197,500

₩254,139 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with a blue interior, surrounded by red chairs and a green bench.

A modern lounge area with blue seating, a coffee table, and decorative lighting.

A modern breakfast area with seating, a coffee machine, and a variety of food options.

5. Tru by Hilton Chicopee Springfield

Chicopee

Dive into pool paradise with modern comfort and indoor swimming at this sparkling hotel.

₩145,341

₩164,889 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a lifeguard chair, a warning sign, and a view of the outside through large windows.

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.

A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

6. Courtyard by Marriott Hadley Amherst

Hadley

Splash into relaxation at this Hadley hotel with an indoor pool and rejuvenating hot tub.

₩189,679

₩211,872 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

Two Adirondack chairs facing a river with a forested hill in the background.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

7. The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

₩140,503

₩156,942 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear water, tiled walls, and windows.

A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

8. D. Hotel Suites & Spa

Holyoke

Splash into serenity at this rejuvenating hotel spa retreat with heated indoor pool and bubbling hot tub.

₩161,227

₩188,654 total

includes taxes & fees

Oct 26 - Oct 27

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Choose what matters most at hotels with a pool in Western Massachusetts

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Western Massachusetts

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

The Yankee Inn

Lenox

₩140,503

₩156,942 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.

D. Hotel Suites & Spa

Holyoke

₩161,227

₩188,654 total

includes taxes & fees

Oct 26 - Oct 27

A hotel with a covered entrance, multiple floors, and a flagpole.

A modern dining area with a round table, red upholstered seating, and a television mounted on the wall.

A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.

Comfort Inn & Suites Hadley - Amherst

Hadley

₩152,167

₩169,970 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern cafe with a counter, seating area, and large windows.

A snack bar with shelves of snacks and a refrigerated display.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

₩131,225

₩146,578 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

Homewood Suites by Hilton Hadley Amherst

Hadley

₩194,583

₩217,350 total

includes taxes & fees

Nov 17 - Nov 18

A hotel lobby with a bar area, dining tables, and comfortable seating.

A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

A large, multi-story hotel with a covered entrance and a parking lot.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

Hampton Inn Hadley-Amherst Area

Hadley

₩154,354

₩172,414 total

includes taxes & fees

Nov 17 - Nov 18

A multi-story building with a balcony, a pond with rocks, and a tree.

A café with a display case, a frozen food section, and a marketplace sign.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

₩155,083

₩199,141 total

includes taxes & fees

Oct 27 - Oct 28

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

A hallway with a collection of plates on the walls, leading to a staircase.

The Porches Inn at Mass MoCA

North Adams

₩207,932

₩261,872 total

includes taxes & fees

Nov 22 - Nov 23

Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

₩190,408

₩212,686 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor seating area with tables and chairs, a sofa, and a large window with various text and graphics.

Tru by Hilton Chicopee Springfield

Chicopee

₩145,341

₩164,889 total

includes taxes & fees

Nov 15 - Nov 16

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4-star hotels with pools in Western Massachusetts

A cozy, well-lit lounge area with a bar, comfortable seating, and a visible staircase leading to an upper level.

A casino with multiple blackjack tables, slot machines, and a large chandelier.

A hotel room with two beds, a desk, a chair, a lamp, and a large window with curtains.

A modern hotel lobby with leather furniture, a bar area, and a large TV screen.

MGM Springfield

Metro Center

₩197,500

₩254,139 total

includes taxes & fees

Nov 8 - Nov 9

A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

A dining room with a large table set for a meal, surrounded by ornate chairs.

Hampton Terrace Inn

Lenox

₩290,152

₩324,098 total

includes taxes & fees

Nov 17 - Nov 18

A living room with a fireplace, leather sofas, and a dog.

A stone fountain surrounded by trees in a park setting.

The Inn at Stockbridge

Stockbridge

₩483,516

₩567,088 total

includes taxes & fees

Nov 12 - Nov 13

A large, two-story house with a well-maintained lawn and a fence.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

Devonfield Inn B&B

Lee

₩489,110

₩546,332 total

includes taxes & fees

Nov 4 - Nov 5

A white two-story house with a front door, windows, and a chimney.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

The Old Inn On The Green

Great Barrington

₩384,395

₩463,845 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a brick entrance and a white facade.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

₩506,240

₩612,406 total

includes taxes & fees

Nov 6 - Nov 7

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Western Massachusetts Hotel Reviews

The Red Lion Inn

8/10 Good

"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"

The Yankee Inn

10/10 Excellent

"This is a five star property. Wonderful breakfast. Indoor pool and hot tub. Convenient free parking. Comfortable bedroom with all the amenities. I recommend to anyone visiting the Lenox/Pittsfield area. Good restaurants nearby."

Holiday Inn Express Springfield Downtown by IHG

8/10 Good

"It was fine."

D. Hotel Suites & Spa

10/10 Excellent

"Nice stay will be coming back again!"

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Find Hotels with a Pool in Western Massachusetts, MA

Change your mind

Treat yourself

Be picky

Check availability on Western Massachusetts Hotels with a Pool

Our top choices for Western Massachusetts hotels with a pool

1. Comfort Inn & Suites Hadley - Amherst

2. Fairfield Inn & Suites Springfield Northampton/Amherst

3. Homewood Suites by Hilton Hadley Amherst

4. MGM Springfield

5. Tru by Hilton Chicopee Springfield

6. Courtyard by Marriott Hadley Amherst

7. The Yankee Inn

8. D. Hotel Suites & Spa

9. La Quinta Inn & Suites by Wyndham Springfield MA

10. Holiday Inn Express Springfield Downtown by IHG

Choose what matters most at hotels with a pool in Western Massachusetts

Hotels with pools and free breakfast in Western Massachusetts

The Yankee Inn

D. Hotel Suites & Spa

Comfort Inn & Suites Hadley - Amherst

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Homewood Suites by Hilton Hadley Amherst

Hampton Inn Hadley-Amherst Area

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

The Porches Inn at Mass MoCA

Fairfield Inn & Suites Springfield Northampton/Amherst

Tru by Hilton Chicopee Springfield

4-star hotels with pools in Western Massachusetts

MGM Springfield

Hampton Terrace Inn

The Inn at Stockbridge

Devonfield Inn B&B

The Old Inn On The Green

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Top Western Massachusetts Hotel Reviews

The Red Lion Inn

The Yankee Inn

Holiday Inn Express Springfield Downtown by IHG

D. Hotel Suites & Spa

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